Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C8H8NO6P.2Na |
| Molecular Weight | 291.1055 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[Na+].[Na+].CC1=NC=C(COP([O-])([O-])=O)C(C=O)=C1O
InChI
InChIKey=QLCHMRQQHVLZNQ-UHFFFAOYSA-L
InChI=1S/C8H10NO6P.2Na/c1-5-8(11)7(3-10)6(2-9-5)4-15-16(12,13)14;;/h2-3,11H,4H2,1H3,(H2,12,13,14);;/q;2*+1/p-2
DescriptionCurator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/20532028 | https://clinicaltrials.gov/ct2/show/NCT00157729 | https://clinicaltrials.gov/ct2/show/NCT00917293 | https://www.ncbi.nlm.nih.gov/pubmed/12213051 | https://www.ncbi.nlm.nih.gov/pubmed/23510563
Curator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/20532028 | https://clinicaltrials.gov/ct2/show/NCT00157729 | https://clinicaltrials.gov/ct2/show/NCT00917293 | https://www.ncbi.nlm.nih.gov/pubmed/12213051 | https://www.ncbi.nlm.nih.gov/pubmed/23510563
Pyridoxal phosphate (PLP, pyridoxal 5'-phosphate, P5P) is a coenzyme, the active form of vitamin B6. Pyridoxal 5′-phosphate (PLP) is used as a cofactor for a wide range of enzymes including mitochondrial cysteine desulfurase, cystathionine γ-synthase (CGS), ornithine 4,5-aminomutase (OAM), and d-serine dehydratase. The versatility of PLP arises from its ability to covalently bind the substrate, and then to act as an electrophilic catalyst, thereby stabilizing different types of carbanionic reaction intermediates. PLP acts as a coenzyme in all transamination reactions, in various beta-elimination reactions, in the condensation reaction in heme synthesis.
CNS Activity
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL2530 |
3000.0 nM [EC50] | ||
Target ID: CHEMBL2531 |
39500.0 nM [EC50] | ||
Target ID: CHEMBL2094 |
10.0 µM [EC50] |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | Unknown Approved UseUnknown |
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| Primary | Unknown Approved UseUnknown |
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| Primary | Unknown Approved UseUnknown |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Potential inhibitors of HIV integrase. | 1999 Apr-May |
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| Pancreatic cancer risk and nutrition-related methyl-group availability indicators in male smokers. | 1999 Mar 17 |
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| Correlation of MRI and CT findings with histopathology in hepatic angiomyolipoma. | 2001 |
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| Influence of a probiotic yoghurt on the status of vitamins B(1), B(2) and B(6) in the healthy adult human. | 2001 |
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| The purinergic P2 receptor antagonist pyridoxalphosphate-6-azophenyl-2'4'-disulphonic acid prevents both the acute locomotor effects of amphetamine and the behavioural sensitization caused by repeated amphetamine injections in rats. | 2001 |
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| Properties of native P2X receptors in rat trigeminal mesencephalic nucleus neurones: lack of correlation with known, heterologously expressed P2X receptors. | 2001 |
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| Crystal structure of maltose phosphorylase from Lactobacillus brevis: unexpected evolutionary relationship with glucoamylases. | 2001 Aug |
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| Production of pyridoxal phosphate by a mutant strain of Schizosaccharomyces pombe. | 2001 Aug |
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| Clinical and cost effectiveness of a new hepatocellular MRI contrast agent, mangafodipir trisodium, in the preoperative assessment of liver resectability. | 2001 Aug |
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| Inhibitory effect of glycation on catalytic activity of alanine aminotransferase. | 2001 Feb |
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| Do ATP and UTP involve cGMP in positive inotropism on rat atria? | 2001 Feb |
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| Biogenic amine production by Lactobacillus. | 2001 Feb |
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| Structure-activity relationships of pyridoxal phosphate derivatives as potent and selective antagonists of P2X1 receptors. | 2001 Feb 1 |
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| Inhibitors of advanced glycation end product-associated protein cross-linking. | 2001 Feb 14 |
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| Modulation of erythrocyte band 4.1 binding by volume expansion. | 2001 Feb 15 |
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| Occurrence of D-Amino Acids and a pyridoxal 5'-phosphate-dependent aspartate racemase in the acidothermophilic archaeon, Thermoplasma acidophilum. | 2001 Feb 23 |
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| Identification and characterization of an aromatic amino acid decarboxylase from the filarial nematode, Dirofilaria immitis. | 2001 Jan |
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| Characterization of prejunctional purinoceptors inhibiting noradrenaline release in rat mesenteric arteries. | 2001 Jan |
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| Effects of long-term parenteral administration of vitamin B6 on B6 status and some aspects of the glucose and protein metabolism of early-weaned piglets. | 2001 Jan |
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| Phylogenetic analyses and comparative genomics of vitamin B6 (pyridoxine) and pyridoxal phosphate biosynthesis pathways. | 2001 Jan |
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| Determination of vitamin B(6) in cooked sausages. | 2001 Jan |
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| Pyridoxal 5'-phosphate-dependent alpha,beta-elimination reactions: mechanism of O-acetylserine sulfhydrylase. | 2001 Jan |
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| Technical report: lymph node enhancement at MRI with MnDPDP in primary hepatic carcinoma. | 2001 Jan |
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| Frequency dependent alpha(2)-adrenoceptor mediated modulation of excitatory junction potentials in guinea-pig mesenteric artery. | 2001 Jan 5 |
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| Functional properties of the active core of human cystathionine beta-synthase crystals. | 2001 Jan 5 |
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| The transcriptional and DNA binding activity of peroxisome proliferator-activated receptor alpha is inhibited by ethanol metabolism. A novel mechanism for the development of ethanol-induced fatty liver. | 2001 Jan 5 |
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| Long-term effects of vitamin B(12), folate, and vitamin B(6) supplements in elderly people with normal serum vitamin B(12) concentrations. | 2001 Jan-Feb |
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| Influence of pyridoxal 5'-phosphate alone and in combination with vigabatrin on brain GABA measured by 1H-NMR-spectroscopy. | 2001 Jul 1 |
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| Effect of vitamin B6 deficiency on the synthesis and accumulation of S-adenosylhomocysteine and S-adenosylmethionine in rat tissues. | 2001 Jun |
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| Stimulation of P2 receptors in the ventral tegmental area enhances dopaminergic mechanisms in vivo. | 2001 Jun |
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| Sensitivity to meat protein intake and hyperoxaluria in idiopathic calcium stone formers. | 2001 Jun |
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| Low circulating vitamin B(6) is associated with elevation of the inflammation marker C-reactive protein independently of plasma homocysteine levels. | 2001 Jun 12 |
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| Homocyst(e)ine metabolism in hemodialysis patients treated with vitamins B6, B12 and folate. | 2001 Mar |
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| Crystal structure of threonine synthase from Arabidopsis thaliana. | 2001 Mar |
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| Effect of phosphate on stability of pyridoxal in the presence of lysine. | 2001 Mar |
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| [Comparison of biphasic spiral CT and MnDPDP-enhanced MRI in the detection and characterization of liver lesions]. | 2001 Mar |
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| Structural basis for the function of pyridoxine 5'-phosphate synthase. | 2001 Mar 7 |
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| Pyridoxal phosphate de-activation by pyrroline-5-carboxylic acid. Increased risk of vitamin B6 deficiency and seizures in hyperprolinemia type II. | 2001 May 4 |
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| ABA3 is a molybdenum cofactor sulfurase required for activation of aldehyde oxidase and xanthine dehydrogenase in Arabidopsis thaliana. | 2001 Nov 2 |
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| Cloning, sequencing, heterologous expression, purification, and characterization of adenosylcobalamin-dependent D-ornithine aminomutase from Clostridium sticklandii. | 2001 Nov 30 |
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| COMT genotype, micronutrients in the folate metabolic pathway and breast cancer risk. | 2001 Oct |
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| ATP P2X receptor-mediated enhancement of glutamate release and evoked EPSCs in dorsal horn neurons of the rat spinal cord. | 2001 Sep 1 |
|
| Smooth muscle does not have a common P2x receptor phenotype: expression, ontogeny and function of P2x1 receptors in mouse ileum, bladder and reproductive systems. | 2001 Sep 17 |
Sample Use Guides
Male Wistar rat (body weight -200 g) was sacrificed by bleeding from the right femoral artery under diethyl ether anesthesia. A thoracic aorta was removed and washed with RPMI 1640 medium to avoid contamination with blood. It was then turned inside out, and cut into short segments of about 1-1.5 mm. Each aortic segment was placed in the center of a well on a 6-well culture plate and covered with 0.5 ml of gel matrix solution reconstituted as described. The solution was allowed to gel at 37°C for 20 min, and then overlaid with 2 ml of RPMI 1640 medium (Gibco, New York, USA) containing 1% of ITS+ (Becton Dickinson Labware, MA, USA). PLP (Pyridoxal phosphate ) was reconstituted in phosphate buffered saline and added on day 1. Incubation was carried out for 10 days in a fully humidified system of 5% C02 in the air at 37°C. The medium was changed on day 7 of the culture.
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71491934
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181317-75-9
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ERZ74D7E6J
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admin on Fri Dec 15 15:25:24 GMT 2023 , Edited by admin on Fri Dec 15 15:25:24 GMT 2023
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PARENT (SALT/SOLVATE)
SUBSTANCE RECORD
